Nail casual urban menswear in a parka and a white and black crew-neck t-shirt. Look at how well this outfit is finished off with a pair of black leather high top sneakers. During the winter months, when functionality is crucial, it can be easy to surrender to a less-than-stylish outfit in the name of functionality. This outfit, however, is hard proof that you can actually stay comfy and remain equally stylish in the winter months. This pairing illustrates that as a man in his 40s, you have a vast array of dressing options.